Verapamil HCl (CP-16533-1)

Alias: CP-16533-1; Lekoptin; Izoptin;CP16533-1;CP 16533-1;(±)-Verapamil hydrochloride; Isoptine, Isoptin, Verapamil HCl, Verapamil, Calan, Cordilox, Dexverapamil, Falicard, Finoptin, Hydrochloride, Iproveratril,
Cat No.:V0369 Purity: ≥98%
Verapamil (sold under various trade names such as: Calan, Cordilox, Dexverapamil, Falicard, Finoptin, Hydrochloride, Verapamil, Iproveratril, Isoptin, Isoptine, Izoptin, Lekoptin) is a selective and potent L-type calcium channel blockerin the phenylalkylamine class, it is an FDA approved medication used for the treatment of high blood pressure, angina (chest pain from not enough blood flow to the heart), and supraventricular tachycardia.
Verapamil HCl (CP-16533-1) Chemical Structure CAS No.: 152-11-4
Product category: Calcium Channel
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
5g
10g
25g
50g
Other Sizes

Other Forms of Verapamil HCl (CP-16533-1):

  • Verapamil
  • Verapamil-d6 hydrochloride ((±)-Verapamil-d6 hydrochloride; CP-16533-1-d6 hydrochloride)
  • Verapamil-d3-1 hydrochloride ((±)-Verapamil-d3-1 hydrochloride; CP-16533-1-d3-1 hydrochloride)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Verapamil (sold under various trade names such as: Calan, Cordilox, Dexverapamil, Falicard, Finoptin, Hydrochloride, Verapamil, Iproveratril, Isoptin, Isoptine, Izoptin, Lekoptin) is a selective and potent L-type calcium channel blocker in the phenylalkylamine class, it is an FDA approved medication used for the treatment of high blood pressure, angina (chest pain from not enough blood flow to the heart), and supraventricular tachycardia. It may also be used for the prevention of migraines and cluster headaches. It is given by mouth or by injection into a vein.. Verapamil hydrochloride blocks the L-type Ca2+ channels in smooth and cardiac muscle cells. Verapamil is an antiarrhythmic agent and vasodilator known to reduce the renal clearance of digoxin and induce apoptosis in primary and metastatic colon adenocarcinoma human cell lines in vitro. It has been observed that verapamil can induce currents by itself, presumably by acting on the potassium and chloride leakage.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Citric medicines limit the uptake of EverFluor FL Verapamil (EFV) by TR-iBRB2 cells, while verapamil inhibits the uptake in a concentration-dependent manner with an IC50 of 98.0 μM[4].
ln Vivo
Verapamil, when taken orally, can help control the atrioventricular nodal response in atrial fibrillation and prevent atrioventricular reentry tachycardia[2]. IV verapamil injections are given into femoral veins before ischemia occurs. The incidence of ventricular arrhythmias, such as ventricular tachycardia (VT), ventricular fibrillation (VF), and premature ventricular contractions (PVC), is significantly reduced by verapamil (1 mg/kg) for 45-minute coronary artery occlusion. When the heart experiences ischemia, the total arrhythmia score rises noticeably. The enhancement of total arrhythmia scores brought on by ischemia is significantly inhibited by verapamil (1 mg/kg)[5].
Animal Protocol
Adult male Sprague-Dawley (SD) rats (250 350 g) are used. Verapamil (1 mg/kg) is injected i.v. into a femoral vein 10 min prior to ischemia. A sham group undergoes the same surgical procedures, except the suture underneath the LAD is left untied. In another series of experiment, arrhythmia is induced by Bay K8644, an L-type calcium channel agonist, at a dose of 0.1 mg/kg given i.v. into the FV. Verapamil (1 mg/kg) is administered 10 min prior to Bay K8644. All injections are performed within 30 sec
Rats
References
[1]. Gowarty JL, et al. Verapamil as a culprit of palbociclib toxicity. J Oncol Pharm Pract. 2019 Apr;25(3):743-746.
[2]. Krikler DM. Verapamil in arrhythmia. Br J Clin Pharmacol. 1986;21 Suppl 2:183S-189S.
[3]. Zhou P, et al. Anti-arrhythmic effect of Verapamil is accompanied by preservation of cx43 protein in rat heart. PLoS One. 2013 Aug 12;8(8):e71567.
[4]. Rehnqvist N,et al. Effects of metoprolol vs verapamil in patients with stable angina pectoris. The Angina Prognosis Study in Stockholm (APSIS). Eur Heart J. 1996 Jan;17(1):76-81.
[5]. Kubo Y, et al. Blood-to-Retina Transport of Fluorescence-Labeled Verapamil at the Blood-Retinal Barrier. Pharm Res. 2018 Mar 12;35(5):93
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C27H38N2O4.HCL
Molecular Weight
491.06
CAS #
152-11-4
Related CAS #
Verapamil;52-53-9;Verapamil-d3 hydrochloride;Verapamil-d6 hydrochloride;1185032-80-7;Verapamil-d3-1 hydrochloride;2714485-49-9
SMILES
Cl[H].O(C([H])([H])[H])C1=C(C([H])=C([H])C(=C1[H])C(C#N)(C([H])([H])C([H])([H])C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])C1C([H])=C([H])C(=C(C=1[H])OC([H])([H])[H])OC([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])OC([H])([H])[H]
InChi Key
DOQPXTMNIUCOSY-UHFFFAOYSA-N
InChi Code
InChI=1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H
Chemical Name
2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile hydrochloride
Synonyms
CP-16533-1; Lekoptin; Izoptin;CP16533-1;CP 16533-1;(±)-Verapamil hydrochloride; Isoptine, Isoptin, Verapamil HCl, Verapamil, Calan, Cordilox, Dexverapamil, Falicard, Finoptin, Hydrochloride, Iproveratril,
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO:98 mg/mL (199.6 mM)
Water:50 mg/mL (101.8 mM)
Ethanol:12 mg/mL (24.4 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.0364 mL 10.1821 mL 20.3641 mL
5 mM 0.4073 mL 2.0364 mL 4.0728 mL
10 mM 0.2036 mL 1.0182 mL 2.0364 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT00983242 Completed Has Results Drug: Colchicine
Drug: Verapamil HCl ER
Pharmacokinetics Mutual Pharmaceutical Company, Inc. September 2008 Phase 1
NCT04545151 Recruiting Drug: Verapamil SR 120 mg
Drug: Placebo
Diabetes Mellitus, Type 1 Medical University of Graz February 8, 2021 Phase 2
NCT02209155 Terminated Drug: R-verapamil 75 mg tablet
Drug: Placebo
Episodic Cluster Headache Center Laboratories, Inc. November 2013 Phase 2
NCT00133692 Completed Drug: Verapamil SR/Trandolapril
/Hydrochlorothiazide (HCTZ)
Hypertension
Coronary Artery Disease
University of Florida September 1997 Phase 4
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